Literature DB >> 28766595

Design, synthesis, and evaluation of heparan sulfate mimicking glycopolymers for inhibiting heparanase activity.

Ravi S Loka1, Fei Yu, Eric T Sletten, Hien M Nguyen.   

Abstract

Heparanase is an enzyme which cleaves heparan sulfate (HS) polysaccharides of the extracellular matrix. It is a regulator of tumor behavior, plays a key role in kidney related diseases and autoimmune diabetes. We report herein the use of computational studies to extract the natural HS-heparanase interactions as a template for the design of HS mimicking glycopolymers. Upon evaluation, a glycopolymer with 12 repeating units was determined to be the most potent inhibitor and to have tight-binding characteristics. This glycopolymer also lacks anticoagulant activity.

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Year:  2017        PMID: 28766595      PMCID: PMC5590105          DOI: 10.1039/c7cc04156j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  45 in total

Review 1.  Heparanase: a rainbow pharmacological target associated to multiple pathologies including rare diseases.

Authors:  Silvia Rivara; Ferdinando M Milazzo; Giuseppe Giannini
Journal:  Future Med Chem       Date:  2016-04-08       Impact factor: 3.808

Review 2.  Heparan sulfate proteoglycans in invasion and metastasis.

Authors:  R D Sanderson
Journal:  Semin Cell Dev Biol       Date:  2001-04       Impact factor: 7.727

3.  Synthesis and biological evaluation of a unique heparin mimetic hexasaccharide for structure-activity relationship studies.

Authors:  Sucharita Roy; Ahmed El Hadri; Sebastien Richard; Fanny Denis; Kimberly Holte; Jay Duffner; Fei Yu; Zoya Galcheva-Gargova; Ishan Capila; Birgit Schultes; Maurice Petitou; Ganesh V Kaundinya
Journal:  J Med Chem       Date:  2014-05-19       Impact factor: 7.446

4.  Discovery of PG545: a highly potent and simultaneous inhibitor of angiogenesis, tumor growth, and metastasis.

Authors:  Vito Ferro; Ligong Liu; Ken D Johnstone; Norbert Wimmer; Tomislav Karoli; Paul Handley; Jessica Rowley; Keith Dredge; Cai Ping Li; Edward Hammond; Kat Davis; Laura Sarimaa; Job Harenberg; Ian Bytheway
Journal:  J Med Chem       Date:  2012-04-13       Impact factor: 7.446

5.  Synthesis of simple heparanase substrates.

Authors:  Andrew G Pearson; Milton J Kiefel; Vito Ferro; Mark von Itzstein
Journal:  Org Biomol Chem       Date:  2011-04-20       Impact factor: 3.876

6.  Heparanase is overexpressed in lung cancer and correlates inversely with patient survival.

Authors:  Esti Cohen; Ilana Doweck; Inna Naroditsky; Ofer Ben-Izhak; Ran Kremer; Lael A Best; Israel Vlodavsky; Neta Ilan
Journal:  Cancer       Date:  2008-09-01       Impact factor: 6.860

7.  Inhibition of heparanase-mediated degradation of extracellular matrix heparan sulfate by non-anticoagulant heparin species.

Authors:  M Bar-Ner; A Eldor; L Wasserman; Y Matzner; I R Cohen; Z Fuks; I Vlodavsky
Journal:  Blood       Date:  1987-08       Impact factor: 22.113

8.  Bottlebrush Polymer Synthesis by Ring-Opening Metathesis Polymerization: The Significance of the Anchor Group.

Authors:  Scott C Radzinski; Jeffrey C Foster; Robert C Chapleski; Diego Troya; John B Matson
Journal:  J Am Chem Soc       Date:  2016-05-24       Impact factor: 15.419

Review 9.  Heparin-Mimicking Polymers: Synthesis and Biological Applications.

Authors:  Samantha J Paluck; Thi H Nguyen; Heather D Maynard
Journal:  Biomacromolecules       Date:  2016-10-14       Impact factor: 6.988

10.  Heparanase is a host enzyme required for herpes simplex virus-1 release from cells.

Authors:  Satvik R Hadigal; Alex M Agelidis; Ghadah A Karasneh; Thessicar E Antoine; Abraam M Yakoub; Vishnu C Ramani; Ali R Djalilian; Ralph D Sanderson; Deepak Shukla
Journal:  Nat Commun       Date:  2015-04-27       Impact factor: 14.919

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  10 in total

1.  Heparan Sulfate Mimicking Glycopolymer Prevents Pancreatic β Cell Destruction and Suppresses Inflammatory Cytokine Expression in Islets under the Challenge of Upregulated Heparanase.

Authors:  Ravi S Loka; Zhenfeng Song; Eric T Sletten; Yasmin Kayal; Israel Vlodavsky; Kezhong Zhang; Hien M Nguyen
Journal:  ACS Chem Biol       Date:  2022-06-04       Impact factor: 4.634

2.  Sulfated Hyaluronan Binds to Heparanase and Blocks Its Enzymatic and Cellular Actions in Carcinoma Cells.

Authors:  Jia Shi; Riku Kanoya; Yurina Tani; Sodai Ishikawa; Rino Maeda; Sana Suzuki; Fumiya Kawanami; Naoko Miyagawa; Katsuhiko Takahashi; Teruaki Oku; Ami Yamamoto; Kaori Fukuzawa; Motowo Nakajima; Tatsuro Irimura; Nobuaki Higashi
Journal:  Int J Mol Sci       Date:  2022-05-02       Impact factor: 6.208

3.  Fully Synthetic Heparan Sulfate-Based Neural Tissue Construct That Maintains the Undifferentiated State of Neural Stem Cells.

Authors:  Pradeep Chopra; Meghan T Logun; Evan M White; Weigang Lu; Jason Locklin; Lohitash Karumbaiah; Geert-Jan Boons
Journal:  ACS Chem Biol       Date:  2019-08-21       Impact factor: 5.100

Review 4.  Heparin Binding Proteins as Therapeutic Target: An Historical Account and Current Trends.

Authors:  Giancarlo Ghiselli
Journal:  Medicines (Basel)       Date:  2019-07-29

Review 5.  Cancer Metastasis: The Role of the Extracellular Matrix and the Heparan Sulfate Proteoglycan Perlecan.

Authors:  Zehra Elgundi; Michael Papanicolaou; Gretel Major; Thomas R Cox; James Melrose; John M Whitelock; Brooke L Farrugia
Journal:  Front Oncol       Date:  2020-01-17       Impact factor: 6.244

6.  Structural Insights into Pixatimod (PG545) Inhibition of Heparanase, a Key Enzyme in Cancer and Viral Infections.

Authors:  Mohit Chhabra; Jennifer C Wilson; Liang Wu; Gideon J Davies; Neha S Gandhi; Vito Ferro
Journal:  Chemistry       Date:  2022-01-31       Impact factor: 5.020

7.  Mechanism-based heparanase inhibitors reduce cancer metastasis in vivo.

Authors:  Casper de Boer; Zachary Armstrong; Vincent A J Lit; Uri Barash; Gijs Ruijgrok; Ilanit Boyango; Merle M Weitzenberg; Sybrin P Schröder; Alexi J C Sarris; Nico J Meeuwenoord; Pedro Bule; Yasmine Kayal; Neta Ilan; Jeroen D C Codée; Israel Vlodavsky; Herman S Overkleeft; Gideon J Davies; Liang Wu
Journal:  Proc Natl Acad Sci U S A       Date:  2022-07-26       Impact factor: 12.779

Review 8.  Polymers Inspired by Heparin and Heparan Sulfate for Viral Targeting.

Authors:  Miriam Hoffmann; Nicole L Snyder; Laura Hartmann
Journal:  Macromolecules       Date:  2022-09-11       Impact factor: 6.057

9.  Ultrasensitive small molecule fluorogenic probe for human heparanase.

Authors:  Jun Liu; Kelton A Schleyer; Tyrel L Bryan; Changjian Xie; Gustavo Seabra; Yongmei Xu; Arjun Kafle; Chao Cui; Ying Wang; Kunlun Yin; Benjamin Fetrow; Paul K P Henderson; Peter Z Fatland; Jian Liu; Chenglong Li; Hua Guo; Lina Cui
Journal:  Chem Sci       Date:  2020-10-20       Impact factor: 9.825

10.  Chemical synthesis of human syndecan-4 glycopeptide bearing O-, N-sulfation and multiple aspartic acids for probing impacts of the glycan chain and the core peptide on biological functions.

Authors:  Weizhun Yang; Yigitcan Eken; Jicheng Zhang; Logan Emerson Cole; Sherif Ramadan; Yongmei Xu; Zeren Zhang; Jian Liu; Angela K Wilson; Xuefei Huang
Journal:  Chem Sci       Date:  2020-05-11       Impact factor: 9.825

  10 in total

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